Separation of chloracetones



Patented Nov. 28, 1922.

UNITED STATES am a sec, or Bosnian,

s'rannmn mwmorm'r courmr,

DELAWARE.

SEPABA'RION 0] Ho Drawing.

To all whom it may concern: .Be it known that I, Hrnl zen of the United States, residing at in the county of Union and State Jersey, have invented a new and useful Improve ent in the Separation of Ghloracetones, of which the following is a specification. a

The present invention relates to the separation of individual chlorinated acetones atoms and will be clearly understood from the followfln my co nding a plication Serial No. 421,730, file of even to herewith, I have described the formation of chlorinated acetones from isopropyl alcohol by subjecting isopropyl alcohol, in the rescnce or absence of water, to the action 0 chlorine in excess while maintaining a temperature between and 70 0., and prefers 1y of about 65 C. The liquid products of reaction separate into two layers; a heav lower layer containing chiefly chlorinate acetones and a su natant layer containing chlorinated acewnes E. Boo a citiltoselle,

'in" description thereof.

- in solution. The chlorinated products may be removed in the solution I: out",'that is, by the addition 0 a soluble inorganic compound, such as NaCl or CaCl, thereto. The vapor products of reaction may be assed throu h absorbers containing water. 11 the abso rs a heavy, oily, layer chlorinated acetones scparatcils,

salting supernatant aqueous layer may be by salti chlorinate acetones thus obtained contain dichloracetone trichloracetone (such as 1. 3. 3), tetrac oracetonc (syn) and pentachloraeetone, and may combined for treatment as hereinafter described or may be sepyarately subjected to treatment.

When com ined the mixture is found to consist chicflyof diand tri-chloraoetones (such as 1. 3. 3 with smaller, varying pro portions .of tetraand penta-chloracetonos, and there ma be associated with it from 10 to 20% of ob orinated hydrocarbons, a practical separation of which may be eil'ccted b fractionally distilling oil that portion boi ing below 118 0., the boiling point of asym. dichloracetone, said portion containing the major portion of chlor-h drocarbons.

In ordcrtoseparate t e individual chloracctones from suchmixture, the mixture to NEW JERSEY, LSSIGHOB, BY LBSIGNKENTS, T0

or m scan, a. 2., a conrons'rron or Application flied ll'ovcmber 4, 1923. Serial Ito. 421,788.

be treated is first extracted with water. Several extractions are advisable for complete separat on; for exam is, three extractions each with a volume 0 water equal to that of the mixture treated. .The aqueous 1i id separated contains principally the triclilbracetonef (such as 1. 3. 3) and symmetrical tetrachloracetone, the former of which is miscible with water in all proportions and the'latterappears to form a hydrate'which is soluble in three to four times its volume of water.

he triand tetrachloracetones may be separated from the water of the aqueous solutlon ly saltin 'out, for example, with NaCl, aCl,, H or equivalent Inorganic com und. The separated tri- (such as 1. 3. 8 and tetrachloracetones may then be separated by fractional distillation. The boiling int of thetrichlora'cetone (such as 1. 3. 3 is about 170 C. and that of the tetrachloracetone is about 182 C.

After extraction of the mixture of chlor- 0,) The dichloracetone I is dissolved thereby and the cntachlpracetone remains undissolved. he dichloracetone may be recovered from the solution by decomposin the compound formed b it with the NalfSO,; this being readily e ected for example, by adding an acid .such as ELSO orby heating gently under a reflux condenser, thereby driving oil SO, and liberating. the dichloraeetonc. he pentachloracctone may be directly separated from a mixture containing it, together with all the other chloracetones, by extracting the mixture with a solution of NaHSO,, as above described, the pentachloracetone being thereby left as a residue. Although the present invention has been described in connection with a detail of specific means for ca ing it out, it is not intended that these ll be regarded as limitations upon the scope of the invention, e'xcept-in-so far as included in the accompanying claims. I claim:

1. The proces of separating the components of a mixture of di, tri, tetra and penta chloracetones which consists in extracting the mixture with water, thereby forming an aqueous solution principally of the tri and Iafgueous solutetra chloracetones, se arating the aqueous solution-from the resi ue, suiting out the chloraeetones from the said solution, fractionating the se arated chloracetones, extracting the resi ue above mentioned with an aqueous solution of N eHSO thereby dissolving the dichloracetone and decomposing the solution of dichloracetone to remove the latter there-from.

4 he process of separating tri and tetrachloracetone from a mixture of chlorinated acetones, comprising adding water to the mixture and separating the water solution principally of tri and tetrachlorocetones from the undissolved chloracetones. I

3. The process of separating tri and tetra chloraceto'ne from a mixture of chlorinated acetones, comprising adding mixture, separetin the water solution prin-' cipelly of tri ant? tetrechloracetones from the undissolved chloracetones, and throwing out of solution the tri and tetra-chl0r- I acetones dissolved therein by adding a salt water ,to the.

to said water solution, and separating the tri and tetrachlomcetones from the water.

. he process of separating tri and tetrachloraoetone from a mixture of chlorinated acetones, comprising adding water to the mixture, separatin the water solution principally of tri and tetrachloraeetones from the undissolved chlorucetones, and throwing out of solution the tri and tetrachloracw t0nes dissolved therein by adding a salt to said water solution, separating the tri and tetrachloracetones fractionating the mixture of tri and tetra chloracetones to recover euch individually. 5. In the process of separating the components of a mixture of chloracetones including pentachloracetone, the steps which consist in subjecting the mixture to the action of an aqueous solution of N81150:" whereby the pentachloracetone is left as a. residue. 4

HYYM E. BUG.

from the water and 

